IL186680A - Method for producing methylglycine-n,n-diethanoic acid trialkalimetal salts with a low by-product content - Google Patents
Method for producing methylglycine-n,n-diethanoic acid trialkalimetal salts with a low by-product contentInfo
- Publication number
- IL186680A IL186680A IL186680A IL18668007A IL186680A IL 186680 A IL186680 A IL 186680A IL 186680 A IL186680 A IL 186680A IL 18668007 A IL18668007 A IL 18668007A IL 186680 A IL186680 A IL 186680A
- Authority
- IL
- Israel
- Prior art keywords
- temperature
- solution
- mgdn
- weight
- react
- Prior art date
Links
- 239000006227 byproduct Substances 0.000 title claims abstract description 13
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 9
- 150000003839 salts Chemical class 0.000 title claims abstract description 7
- 239000002253 acid Substances 0.000 title description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 34
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 17
- 230000007062 hydrolysis Effects 0.000 claims abstract description 12
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 12
- 239000003513 alkali Substances 0.000 claims abstract description 9
- 238000005904 alkaline hydrolysis reaction Methods 0.000 claims abstract description 8
- 238000002156 mixing Methods 0.000 claims abstract description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 5
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 5
- 239000000725 suspension Substances 0.000 claims abstract description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 42
- 238000000034 method Methods 0.000 claims 3
- 239000000243 solution Substances 0.000 description 33
- 239000000203 mixture Substances 0.000 description 26
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 22
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 22
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 21
- 239000011734 sodium Substances 0.000 description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- BSRDNMMLQYNQQD-UHFFFAOYSA-N iminodiacetonitrile Chemical compound N#CCNCC#N BSRDNMMLQYNQQD-UHFFFAOYSA-N 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 238000001816 cooling Methods 0.000 description 9
- 238000002425 crystallisation Methods 0.000 description 8
- 230000008025 crystallization Effects 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 6
- 239000013078 crystal Substances 0.000 description 5
- 238000001704 evaporation Methods 0.000 description 5
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical class OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-M Aminoacetate Chemical compound NCC([O-])=O DHMQDGOQFOQNFH-UHFFFAOYSA-M 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 4
- AEMRFAOFKBGASW-UHFFFAOYSA-M Glycolate Chemical compound OCC([O-])=O AEMRFAOFKBGASW-UHFFFAOYSA-M 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
- QNAYBMKLOCPYGJ-UHFFFAOYSA-M alaninate Chemical compound CC(N)C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-M 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 239000000543 intermediate Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 238000010494 dissociation reaction Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- LTYRAPJYLUPLCI-UHFFFAOYSA-N glycolonitrile Chemical compound OCC#N LTYRAPJYLUPLCI-UHFFFAOYSA-N 0.000 description 2
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical compound OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- WOFDVDFSGLBFAC-UHFFFAOYSA-N lactonitrile Chemical compound CC(O)C#N WOFDVDFSGLBFAC-UHFFFAOYSA-N 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 2
- CIEZZGWIJBXOTE-UHFFFAOYSA-N 2-[bis(carboxymethyl)amino]propanoic acid Chemical compound OC(=O)C(C)N(CC(O)=O)CC(O)=O CIEZZGWIJBXOTE-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 208000018459 dissociative disease Diseases 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- YVJGIGDFHMIDFH-FTWQHDNSSA-N n-[(2s,3r,4r,5r,6r)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]-5-(dimethylamino)naphthalene-1-sulfonamide Chemical compound CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NS(=O)(=O)C1=CC=CC2=C(N(C)C)C=CC=C12 YVJGIGDFHMIDFH-FTWQHDNSSA-N 0.000 description 1
- 230000003589 nefrotoxic effect Effects 0.000 description 1
- 231100000381 nephrotoxic Toxicity 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 229920005646 polycarboxylate Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
- C07C229/16—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of hydrocarbon radicals substituted by amino or carboxyl groups, e.g. ethylenediamine-tetra-acetic acid, iminodiacetic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/26—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing carboxyl groups by reaction with HCN, or a salt thereof, and amines, or from aminonitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102005021055A DE102005021055A1 (de) | 2005-05-06 | 2005-05-06 | Verfahren zur Herstellung von nebenproduktarmen Methylglycin-N,N-diessigsäure-Trialkalimetallsalzen |
| PCT/EP2006/061968 WO2006120129A1 (de) | 2005-05-06 | 2006-05-02 | Verfahren zur herstellung von nebenproduktarmen methylglycin-n,n-diessigsäure-trialkalimetallsalzen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL186680A0 IL186680A0 (en) | 2008-02-09 |
| IL186680A true IL186680A (en) | 2011-12-29 |
Family
ID=36615708
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL186680A IL186680A (en) | 2005-05-06 | 2007-10-16 | Method for producing methylglycine-n,n-diethanoic acid trialkalimetal salts with a low by-product content |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US7671234B2 (pl) |
| EP (1) | EP1881957B1 (pl) |
| JP (1) | JP4603613B2 (pl) |
| KR (1) | KR20080015094A (pl) |
| CN (1) | CN101171226B (pl) |
| AT (1) | ATE520649T1 (pl) |
| AU (1) | AU2006245816B2 (pl) |
| BR (1) | BRPI0611122B1 (pl) |
| CA (1) | CA2607232A1 (pl) |
| DE (1) | DE102005021055A1 (pl) |
| DK (1) | DK1881957T3 (pl) |
| ES (1) | ES2370515T3 (pl) |
| IL (1) | IL186680A (pl) |
| MX (1) | MX2007013702A (pl) |
| MY (1) | MY146034A (pl) |
| NO (1) | NO20075532L (pl) |
| PL (1) | PL1881957T3 (pl) |
| PT (1) | PT1881957E (pl) |
| RU (1) | RU2399611C2 (pl) |
| TW (1) | TWI367201B (pl) |
| UA (1) | UA87389C2 (pl) |
| WO (1) | WO2006120129A1 (pl) |
| ZA (1) | ZA200710628B (pl) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2554932C2 (ru) | 2009-10-12 | 2015-07-10 | Басф Се | Способ изготовления порошка, содержащего одну или несколько комплексообразующих солей |
| US8754026B2 (en) | 2010-09-27 | 2014-06-17 | Basf Se | Process for producing granules comprising one or more complexing agent salts |
| WO2012041741A1 (de) | 2010-09-27 | 2012-04-05 | Basf Se | Verfahren zur herstellung eines granulates enthaltend eines oder mehrere komplexbildnersalze |
| RU2598850C2 (ru) * | 2011-04-04 | 2016-09-27 | Басф Се | Способ получения водных растворов трехосновных солей щелочного металла метилглицин-n,n-диуксусной кислоты |
| CN103459367B (zh) * | 2011-04-12 | 2015-05-27 | 巴斯夫欧洲公司 | 由氨基酸制备氨基多羧酸盐的方法 |
| WO2014090942A1 (en) | 2012-12-14 | 2014-06-19 | Akzo Nobel Chemicals International B.V. | Crystalline particles of glutamic acid n,n-diacetic acid |
| US9738594B2 (en) | 2012-12-14 | 2017-08-22 | Akzo Nobel Chemicals International B.V. | Crystalline particles of salts of glutamic acid N,N-diacetic acid |
| EP2774913B1 (en) * | 2013-03-08 | 2015-09-09 | Basf Se | Process for working up an aqueous solution or slurry of a complexing agent |
| US9802884B2 (en) | 2013-09-13 | 2017-10-31 | Basf Se | Mixtures of MGDA enantiomers, and process for making such mixtures |
| WO2015089012A1 (en) | 2013-12-09 | 2015-06-18 | Basf Se | Method of producing an aminocarboxylic acid |
| EP3080075B1 (de) * | 2013-12-11 | 2018-01-10 | Basf Se | N, n-(bis-2-aminoalkyl)-1,2-alkyldiaminderivate |
| CN103980136B (zh) * | 2014-05-29 | 2016-05-11 | 重庆紫光化工股份有限公司 | 由有机腈化合物经碱解制得的氨基羧酸盐料液的脱色方法 |
| JP6847034B2 (ja) | 2014-10-17 | 2021-03-24 | ビーエイエスエフ・ソシエタス・エウロパエアBasf Se | アミノカルボン酸のトリアルカリ金属塩の溶液、その製造及び使用方法 |
| PL3237375T3 (pl) | 2014-12-23 | 2019-10-31 | Akzo Nobel Chemicals Int Bv | Kryształy prekursorów N-(kwas octowy) alaniny, sposób ich wytwarzania i ich zastosowanie |
| CA2976596A1 (en) * | 2015-03-11 | 2016-09-15 | Basf Se | Mixtures of chelating agents, and process for making such mixtures |
| WO2016142228A1 (en) * | 2015-03-12 | 2016-09-15 | Basf Se | Process for making mixtures of enantiomers, and mixtures of enantiomers |
| CA2985149A1 (en) * | 2015-05-13 | 2016-11-17 | Basf Se | Process for making mixtures of chelating agents |
| EP3216781A1 (en) | 2016-03-09 | 2017-09-13 | Basf Se | Mixtures containing potassium salts of methyl glycine diacetic acid |
| MX2018012261A (es) | 2016-04-06 | 2019-02-07 | Basf Se | Mezclas de agentes quelantes y proceso para elaborar estas mezclas. |
| WO2018086984A1 (en) | 2016-11-10 | 2018-05-17 | Basf Corporation | Process for increasing the production of hydrocarbons from hydrocarbon bearing reservoirs |
| CN106905176B (zh) * | 2017-02-13 | 2019-07-09 | 湘潭大学 | 连续水解制备亚胺基二乙酸的方法及自振荡反应器 |
| JP7095067B2 (ja) * | 2017-06-28 | 2022-07-04 | ビーエーエスエフ ソシエタス・ヨーロピア | 錯化剤の製造方法 |
| CN114634420B (zh) * | 2020-12-16 | 2023-09-19 | 万华化学集团股份有限公司 | 一种连续制备甲基甘氨酸-n,n-二乙酸三碱金属盐的方法 |
| TW202315859A (zh) | 2021-06-30 | 2023-04-16 | 美商阿散德性能材料營運公司 | 製備含氮螯合劑的腈中間體的方法 |
| CN118812379B (zh) * | 2024-06-14 | 2026-04-07 | 万华化学集团股份有限公司 | 一种制备甲基甘氨酸-n,n-二乙酸三碱金属盐的方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4840338B1 (pl) * | 1969-02-21 | 1973-11-30 | ||
| US4547589A (en) * | 1984-01-03 | 1985-10-15 | Monsanto Company | Hydrolysis of nitrilotriacetonitrile |
| SU1288183A1 (ru) * | 1985-03-11 | 1987-02-07 | Институт химических наук АН КазССР | Способ получени изоникотиновой кислоты |
| DE4319935A1 (de) * | 1993-06-16 | 1994-12-22 | Basf Ag | Verwendung von Glycin-N,N-diessigsäure-Derivaten als Komplexbildner für Erdalkali- und Schwermetallionen |
| DE4444349A1 (de) * | 1994-12-14 | 1996-06-20 | Basf Ag | Verwendung von Glycin-N,N-diessigsäure-Derivaten als biologisch abbaubare Komplexbildner für Erdalkali- und Schwermetallionen in Färbebädern und Färbenachbehandlungsbädern in der Textilindustrie |
| DE19518986A1 (de) * | 1995-05-29 | 1996-12-05 | Basf Ag | Verfahren zur Herstellung von Glycin-N,N-diessigsäure-Derivaten durch Umsetzung von Glycinderivaten oder deren Vorstufen mit Formaldehyd und Cyanwasserstoff oder von Iminodiacetonitril oder Imindodiessigsäure mit entsprechenden Aldehyden und Cyanwasserstoff in wäßrig-saurem Medium |
-
2005
- 2005-05-06 DE DE102005021055A patent/DE102005021055A1/de not_active Withdrawn
-
2006
- 2006-02-05 UA UAA200713656A patent/UA87389C2/ru unknown
- 2006-04-26 TW TW095114901A patent/TWI367201B/zh not_active IP Right Cessation
- 2006-04-26 MY MYPI20061918A patent/MY146034A/en unknown
- 2006-05-02 KR KR1020077028330A patent/KR20080015094A/ko not_active Ceased
- 2006-05-02 CN CN2006800154573A patent/CN101171226B/zh not_active Expired - Fee Related
- 2006-05-02 US US11/913,597 patent/US7671234B2/en not_active Expired - Lifetime
- 2006-05-02 PT PT06743390T patent/PT1881957E/pt unknown
- 2006-05-02 DK DK06743390.4T patent/DK1881957T3/da active
- 2006-05-02 PL PL06743390T patent/PL1881957T3/pl unknown
- 2006-05-02 AT AT06743390T patent/ATE520649T1/de active
- 2006-05-02 RU RU2007144868/04A patent/RU2399611C2/ru active
- 2006-05-02 WO PCT/EP2006/061968 patent/WO2006120129A1/de not_active Ceased
- 2006-05-02 MX MX2007013702A patent/MX2007013702A/es active IP Right Grant
- 2006-05-02 AU AU2006245816A patent/AU2006245816B2/en not_active Ceased
- 2006-05-02 ES ES06743390T patent/ES2370515T3/es not_active Expired - Lifetime
- 2006-05-02 CA CA002607232A patent/CA2607232A1/en not_active Abandoned
- 2006-05-02 BR BRPI0611122-0A patent/BRPI0611122B1/pt not_active IP Right Cessation
- 2006-05-02 JP JP2008509433A patent/JP4603613B2/ja not_active Expired - Fee Related
- 2006-05-02 EP EP06743390A patent/EP1881957B1/de not_active Expired - Lifetime
-
2007
- 2007-10-16 IL IL186680A patent/IL186680A/en not_active IP Right Cessation
- 2007-11-02 NO NO20075532A patent/NO20075532L/no not_active Application Discontinuation
- 2007-12-05 ZA ZA200710628A patent/ZA200710628B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL1881957T3 (pl) | 2011-12-30 |
| US7671234B2 (en) | 2010-03-02 |
| MY146034A (en) | 2012-06-15 |
| CN101171226A (zh) | 2008-04-30 |
| EP1881957A1 (de) | 2008-01-30 |
| BRPI0611122A2 (pt) | 2010-11-09 |
| RU2399611C2 (ru) | 2010-09-20 |
| US20080194873A1 (en) | 2008-08-14 |
| WO2006120129A1 (de) | 2006-11-16 |
| ZA200710628B (en) | 2009-08-26 |
| NO20075532L (no) | 2008-02-04 |
| RU2007144868A (ru) | 2009-06-20 |
| PT1881957E (pt) | 2011-09-01 |
| ATE520649T1 (de) | 2011-09-15 |
| KR20080015094A (ko) | 2008-02-18 |
| BRPI0611122B1 (pt) | 2015-08-11 |
| CA2607232A1 (en) | 2006-11-16 |
| TWI367201B (en) | 2012-07-01 |
| DK1881957T3 (da) | 2011-11-21 |
| UA87389C2 (ru) | 2009-07-10 |
| EP1881957B1 (de) | 2011-08-17 |
| JP4603613B2 (ja) | 2010-12-22 |
| JP2008540375A (ja) | 2008-11-20 |
| AU2006245816A1 (en) | 2006-11-16 |
| AU2006245816B2 (en) | 2011-04-14 |
| IL186680A0 (en) | 2008-02-09 |
| TW200704629A (en) | 2007-02-01 |
| MX2007013702A (es) | 2008-01-21 |
| ES2370515T3 (es) | 2011-12-19 |
| DE102005021055A1 (de) | 2006-11-09 |
| CN101171226B (zh) | 2011-06-08 |
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